Flights from Dulles to Chicago (IAD → MDW)

IAD
Dulles
Washington Dulles International, USA
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 20 fastest 1-stop options.
viaColumbus(CMH)
IAD→CMH+1h 30mCMH→MDW
2h 36m
viaPittsburgh(PIT)
IAD→PIT+1h 30mPIT→MDW
2h 36m
viaCleveland(CLE)
IAD→CLE+1h 30mCLE→MDW
2h 38m
viaDetroit(DTW)
IAD→DTW+1h 30mDTW→MDW
2h 39m
viaCincinnati(CVG)
IAD→CVG+1h 30mCVG→MDW
2h 42m
viaIndianapolis(IND)
IAD→IND+1h 30mIND→MDW
2h 42m
viaRichmond(RIC)
IAD→RIC+1h 30mRIC→MDW
2h 52m
viaLouisville(SDF)
IAD→SDF+1h 30mSDF→MDW
2h 52m
viaBuffalo(BUF)
IAD→BUF+1h 30mBUF→MDW
2h 55m
viaToronto(YTZ)
IAD→YTZ+1h 30mYTZ→MDW
2h 58m
viaPhiladelphia(PHL)
IAD→PHL+1h 30mPHL→MDW
3h 1m
viaRochester(ROC)
IAD→ROC+1h 30mROC→MDW
3h 2m
viaNorfolk(ORF)
IAD→ORF+1h 30mORF→MDW
3h 8m
viaRaleigh/Durham(RDU)
IAD→RDU+1h 30mRDU→MDW
3h 8m
viaKnoxville(TYS)
IAD→TYS+1h 30mTYS→MDW
3h 10m
viaAsheville(AVL)
IAD→AVL+1h 30mAVL→MDW
3h 11m
viaCharlotte(CLT)
IAD→CLT+1h 30mCLT→MDW
3h 13m
viaNew York(EWR)
IAD→EWR+1h 30mEWR→MDW
3h 14m
viaNashville(BNA)
IAD→BNA+1h 30mBNA→MDW
3h 16m
viaNew York(LGA)
IAD→LGA+1h 30mLGA→MDW
3h 18m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Dulles to Chicago? Currently, there are no direct flights from IAD to MDW. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Dulles → Chicago.

Cheap flights from Dulles to Chicago Cheapest month to fly to Chicago Flights from USA Flights to USA Visa-free with USA passport All airports in USA

Try a nearby airport to Dulles

Flights to Chicago (MDW) from other airports within 350 km of Dulles. Often unlocks cheaper fares or better times.

DCA → MDW 37 km from IAD Washington → Chicago USA · 108 destinations BWI → MDW 72 km from IAD Baltimore → Chicago USA · 90 destinations CHO → MDW 126 km from IAD Charlottesville → Chicago USA · 6 destinations MDT → MDW 150 km from IAD Middletown → Chicago USA · 19 destinations RIC → MDW 161 km from IAD Richmond → Chicago USA · 37 destinations

Or try a nearby airport to Chicago

Flights from Dulles (IAD) to other airports within 350 km of Chicago.

IAD → ORD 25 km from MDW Dulles → Chicago USA · 282 destinations IAD → SBN 119 km from MDW Dulles → South Bend USA · 22 destinations IAD → RFD 121 km from MDW Dulles → Rockford USA · 8 destinations IAD → MKE 130 km from MDW Dulles → Milwaukee USA · 34 destinations IAD → BMI 175 km from MDW Dulles → Bloomington USA · 6 destinations

Other flights from Dulles (IAD)

Abu Dhabi (AUH) Accra (ACC) Addis Ababa (ADD) Albany (ALB) Albuquerque (ABQ) Amman (AMM) Amsterdam (AMS) Anchorage (ANC) All 163 destinations →

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →